Taste Chianti Classico in the cellar of a family estate, sit down to a Tuscan lunch among the vines, or follow Brunello all the way to Montalcino. These winery tours Florence visitors book start at $55 per person, and this guide shows what each price covers so you can match the day to your trip.
Winery tours from Florence start at $55 for a half-day Chianti day with 2 wineries, run from $84.66 for full days with lunch, and Montalcino Brunello days start at $82 for an 11.5-hour trip. None includes hotel pickup on the standard option.
Key takeaways
Prices are per person and for the lowest listed option. Each card states how many wineries you visit and what food comes with it. None of these tours includes hotel pickup on its standard option, and the platform you book through handles payment.
Two Chianti Classico wine estates in 4.5 hours, with a cellar tour at each and wines and olive oils poured with cheese, salami and bruschetta. A semi-private option for up to 8 guests is listed.
A coach to two Chianti wineries, each with a guided tour and a tasting of 3 or 4 wines with bread, olive oil, balsamic vinegar and salami. Lunch and hotel pickup are not included.
A half-day 4x4 wine safari into Chianti Classico: an off-road drive through vineyards, a family winery visit with a guided tasting, then a Tuscan lunch. A nine-hour option adds a second winery.
Three family wine estates and a stop in Greve in Chianti, with a Tuscan light lunch paired with Chianti Classico, Riserva and Super Tuscan wines. A two-winery dinner departure at 2:30pm is also listed.
Two wineries near San Gimignano with up to 8 wines, three olive oils, balsamic vinegar and snacks, plus free time in the town. Lunch is not included, and a small-group minivan option runs for up to 8 guests.
Two Chianti family estates with a cellar tour and six wine tastings as the sun goes down, in a car or a 7-8 seater minivan. Cheese with jam and bruschetta are served, and a dinner option is listed.
An 11.5-hour coach day to Montalcino, Pienza and Montepulciano with two winery tastings of Brunello and Vino Nobile and a pecorino tasting. Lunch is not included, and the order of stops can change.
A guided day in a van of up to 8 guests: a family winery in Montalcino for Brunello, a three-course lunch with wine in Pienza, then the underground wine cellar in Montepulciano. Gratuities are extra.
Two organic Chianti wineries with about 10 wines poured, then a lunch of traditional dishes and steak at the butcher Dario Cecchini. Groups are capped at 8, and the booking is non-refundable.
A guided bike ride of about 24 km through the Chianti Colli Fiorentini hills, with a van from Florence to the start. It ends with a light lunch, wine and olive oil tasting at a Tuscan villa.
Ride your own automatic Vespa behind a guide from Piazzale Michelangelo into the Chianti hills, finishing with bruschetta, pasta, a cheese and salami board and wine at a country estate. The original driving licence is required.
You drive a vintage Fiat 500 yourself in a guide-led convoy through the Tuscan hills for 4 hours or more, with a wine tasting and a light lunch. A manual gearshift and a driving licence are required.
Two half-day Chianti tours a few dollars apart can buy very different days, so every listing is lined up here by price, region, what you visit and eat, and how long it runs. Figures come from each tour listing. Figures current for in Q4 2026.
| Tour | Price | Region | Wineries and food | Length | Book |
|---|---|---|---|---|---|
| Small-Group Chianti Tasting | $99 | Chianti Classico | 2 wineries, snacks | 4.5 hours | Check Availability Details |
| Half-Day Chianti Wineries | $55 | Chianti Classico | 2 wineries, snacks, no lunch | 5 to 6.5 hours | Check Availability Details |
| Chianti Wine Safari | $117.40 | Chianti Classico | 1 winery, Tuscan lunch | 6 to 9 hours by option | Check Availability Details |
| Tuscan Wineries with Lunch | $168.20 | Chianti Classico | 2 or 3 wineries, lunch | 8 hours | Check Availability Details |
| San Gimignano Wine Day | $84.66 | San Gimignano | 2 wineries, snacks, no lunch | 7 hours | Check Availability Details |
| Chianti Sunset Tasting | $143 | Chianti | 2 wineries, cheese and bruschetta | 5 to 7 hours | Check Availability Details |
| Val d Orcia Pecorino Day | $82 | Montalcino and Montepulciano | 2 wineries, pecorino, no lunch | 11.5 hours | Check Availability Details |
| Brunello Wine Day | $258.51 | Montalcino and Montepulciano | 1 winery, three-course lunch | 10.5 hours | Check Availability Details |
| Dario Cecchini Lunch Tour | $366.88 | Chianti Classico | 2 wineries, lunch at Dario Cecchini | 7 hours | Check Availability Details |
| Chianti Bike and Wine | $135.46 | Chianti Colli Fiorentini | 1 villa tasting, light lunch | 6 hours | Check Availability Details |
| Vespa Tour with Lunch | $73.38 | Hills south of Florence | No winery visit, lunch at an estate | 6 hours | Check Availability Details |
| Vintage Fiat 500 Tour | $139 | Tuscan hills | Tasting, light lunch | 4 hours or more | Check Availability Details |
Most trips come down to six choices, and each one has a short answer below.
Chianti is closest and easiest for a half day. San Gimignano adds a UNESCO-listed hill town with Vernaccia, the white wine of the list, on a 7-hour day at $84.66. Save Montalcino and Montepulciano for a whole day, since the Brunello day runs 10.5 hours.
A half day of 4.5 hours suits a first visit with the Duomo still to see. A full day adds a third winery, a town stop or, on most, a real lunch. Half days start at $55 and full days at $84.66.
Most tours use a van or coach with someone else driving, which matters when you taste. If the road is the point, ride a Vespa through the hills for $73.38 or drive a vintage Fiat 500 for $139.
The cheapest day is the $55 half-day Chianti coach tour. The Dario Cecchini lunch tour tops the list at $366.88 with about 10 wines and a steak lunch, and it is the only non-refundable listing.
Half-day tastings mostly give snacks only, so eat before you leave. The lunch tours sit you down for a real meal, from pasta on the wine safari to a three-course lunch with wine in Pienza on the Brunello day at $258.51.
Small-group lovers get the 4.5-hour tasting tour capped at 25 guests, rated 4.9 at $99. The Brunello day and the Dario Cecchini tour are the smallest, both capped at 8 guests. Bike riders get a 6-hour Chianti day rated 4.9 at $135.46.
The Chianti Classico production zone covers 71,800 hectares shared between the provinces of Florence and Siena.
Source: Chianti Classico Consortium
The whole territories of Castellina in Chianti, Gaiole in Chianti, Greve in Chianti and Radda in Chianti lie inside the Chianti Classico zone.
Source: Chianti Classico Consortium
Chianti Classico can be produced with a minimum of 80% Sangiovese and a maximum of 20% other red varieties.
Source: Chianti Classico Consortium
Chianti Classico Riserva needs at least 80% Sangiovese and a minimum of 24 months of ageing, of which 3 months of bottle refinement.
Source: Chianti Classico Consortium
Chianti Classico Gran Selezione needs at least 90% Sangiovese and a minimum of 30 months of ageing, of which 3 months of bottle refinement.
Source: Chianti Classico Consortium
In Chianti Classico the harvest runs from the first half of September to the second half of October, depending on location and altitude.
Source: Chianti Classico Consortium
Chianti DOCG has eight subzones: Colli Aretini, Colli Fiorentini, Colli Senesi, Colline Pisane, Montalbano, Montespertoli, Rufina and Terre di Vinci.
Source: Chianti Consortium
Brunello di Montalcino is made from Sangiovese, also called Brunello in Montalcino, with a maximum yield of 80 quintals per hectare.
Brunello cannot be released before 1 January of the year following the end of the fifth year counted from the harvest year, and Riserva a year later.
Vino Nobile di Montepulciano must be at least 70% Sangiovese, joined by up to 30% of other varieties authorized for the Tuscany Region.
Source: Vino Nobile Consortium
US CBP allows one American liter (33.8 fl. oz.) of alcohol in the returning resident personal exemption if you are at least 21 and it is for personal use.
Source: US Customs and Border Protection
Wine tours from Florence head to four main wine regions, each with its own consortium, rules and label. Here is what governs each wine and which of the bookable tours pours it.
The Chianti Classico consortium, the Chianti consortium, the Brunello di Montalcino consortium, the Vino Nobile consortium and the San Gimignano consortium each publish their own production rules. The table lines them up. Chianti Classico must be at least 80% Sangiovese and carries the Gallo Nero seal. Brunello is Sangiovese aged at least two years in oak. Vernaccia di San Gimignano is the white wine on this list, and San Gimignano town has been on the UNESCO World Heritage list since 1990.
Pick the region first, then the tour.
| Region | Wine | Rules in brief | Tours |
|---|---|---|---|
| Chianti Classico | Chianti Classico (red) | Sangiovese at least 80%, Gallo Nero on the bottle, Annata 12 months ageing, Riserva 24 months | Small-Group Chianti Wine Tasting Tour, Half-Day Chianti Wineries Tour, Chianti Wine Safari with Lunch, Tuscan Wineries Tour with Lunch, Chianti Sunset Wine Tasting Tour, Chianti Wine and Dario Cecchini Lunch Tour |
| Chianti | Chianti DOCG (red) | Eight subzones including Colli Fiorentini, Colli Senesi and Rufina | Chianti Bike Tour with Wine Tasting |
| San Gimignano | Vernaccia di San Gimignano (white) | DOCG since 1993, the town UNESCO listed since 1990 | San Gimignano and Wine Tasting Day Tour |
| Montalcino | Brunello di Montalcino (red) | Sangiovese only, at least two years in oak, released after the fifth year from harvest | Val d Orcia Wine and Pecorino Day Trip, Brunello and Montepulciano Wine Day |
| Montepulciano | Vino Nobile di Montepulciano (red) | At least 70% Sangiovese, at least two years ageing | Val d Orcia Wine and Pecorino Day Trip, Brunello and Montepulciano Wine Day |
The gravel road to a cypress-ringed farmhouse in the Val d'Orcia. Photo: kuhnmi, CC BY 2.0, via Wikimedia Commons
A half-day Chianti tasting fits when Florence has other plans that day. Two solid options run 4.5 hours (Small-Group Chianti Wine Tasting Tour at $99 per person) and 5 to 6.5 hours (Half-Day Chianti Wineries Tour at $55 per person). Choose San Gimignano when you want a hill town with the tasting: the day tour runs 7 hours with free time in town and two wineries for $84.66 per person.
Montalcino and Montepulciano are worth it only with a whole day to spare. The Val d Orcia Wine and Pecorino Day Trip runs 11.5 hours, the Brunello and Montepulciano Wine Day runs 10.5 hours with an 8:00am start and a return about 6:30pm. If the road is the point, there are bike, Vespa and Fiat 500 days instead.
Chianti is the hill area between Florence and Siena, Arezzo and Pisa, and the birthplace of the red wine named Chianti. The Chianti Classico production zone covers 71,800 hectares shared between the provinces of Florence and Siena. The whole territories of Greve in Chianti, Castellina in Chianti, Radda in Chianti and Gaiole in Chianti lie inside it, so a Chianti Classico tour puts you in real wine country within reach of the city.
Sources: Chianti Classico Consortium, Chianti Consortium, Brunello di Montalcino Consortium, Vino Nobile Consortium, Vernaccia Consortium, Italian National Tourist Board.
Half-day Chianti tours from Florence run from $55 per person and full days from $84.66 per person, but the price gap buys different days. The table compares what the two lengths actually include.
Prices come from the tour listings on GetYourGuide and Viator, per person. The figures below use the cheapest listed option at each length. A half day gets you two wineries and snacks with the tastings on most tours.
A full day usually adds a real lunch, a third winery or a town stop, and on the longest days Brunello and Vino Nobile.
| Point | Half day | Full day |
|---|---|---|
| Length | 4.5 to 7 hours | 7 to 11.5 hours |
| Wineries | 2 on most tours | 2 to 3 wineries, often plus a town |
| Food | Snacks with the tastings, no meal on most | Lunch included on most full days |
| Price | from $55 per person | from $84.66 per person |
| Tours | Half-Day Chianti Wineries Tour, Small-Group Chianti Wine Tasting Tour, Chianti Wine Safari with Lunch, Chianti Sunset Wine Tasting Tour | Tuscan Wineries Tour with Lunch, San Gimignano and Wine Tasting Day Tour, Brunello and Montepulciano Wine Day, Chianti Wine and Dario Cecchini Lunch Tour |
Badia a Passignano rising above its vineyards. Photo: Garassino, CC BY-SA 4.0, via Wikimedia Commons
A half day suits a first visit to Florence with museums and the Duomo still to see, or an afternoon with nothing planned. The Small-Group Chianti Wine Tasting Tour runs 4.5 hours with two wineries and a small group up to 25, or up to 8 on the semi-private option, at $99 per person. The coach option at Half-Day Chianti Wineries Tour costs $55 per person and pours 3 or 4 wines at each of two wineries. Eat before you go, because lunch is not included. For the light, the Chianti Sunset Wine Tasting Tour pours six wines at two family estates as the sun goes down, 5 to 7 hours at $143 per person.
Is a wine tour from Florence worth it? If you want to taste several wines with an explanation and no one has to drive, yes. Book a tour rather than drive if you want to taste, and let the operator handle the roads.
A full day suits travellers for whom wine is the point of the day. The Tuscan Wineries Tour with Lunch runs 8 hours with three wineries and a Tuscan light lunch at $168.20 per person. The Chianti Wine and Dario Cecchini Lunch Tour pours about 10 wines at two organic wineries and ends with steak lunch at the butcher Dario Cecchini in Panzano, 7 hours at $366.88 per person, but note it is non-refundable with all sales final. For Brunello, only the long days work: 11.5 hours on the Val d Orcia Wine and Pecorino Day Trip, where lunch is not included, or 10.5 hours with a three-course lunch in Pienza on the Brunello and Montepulciano Wine Day.
Small group or coach? Group size is the deciding fact. The smallest groups run up to 8 guests on the Cecchini tour and the Brunello day. Mid-size small groups run up to 25. Coaches take up to 49 on the San Gimignano day, and the coach days cost less. Every standard option here starts from a meeting point such as Piazzale Montelungo or Santa Maria Novella station, no hotel pickup.
Three tours from Florence put you on wheels yourself, with the wine at the end of the road. The table compares who drives, what licence is needed and what the day costs.
Figures come from the listings on Viator. The bike day covers about 24 km (13 miles) of riding, the Vespa and Fiat 500 days are guided rides on your own machine. No ride visits a winery on the Vespa or Fiat 500 option, so check the wine stop column before booking if the tasting matters most.
| Ride | Who drives | Licence or skill | Wine stop | Price |
|---|---|---|---|---|
| Chianti Bike Tour with Wine Tasting | You pedal, guide leads | Ride a bike confidently on main roads, moderate fitness, ages 10 and up | Wine and olive oil tasting at a Tuscan villa in Chianti Colli Fiorentini | $135.46 per person |
| Vespa Tour with Chianti Wine and Lunch | You ride an automatic Vespa behind a guide | Original driving licence, a copy or photo not accepted, riders 18 and over, scooter experience recommended | Wine at the operator's country estate, no winery visit | $73.38 per person |
| Vintage Fiat 500 Wine Tour | You drive a vintage Fiat 500 in a convoy | Drivers 18 and over with a licence and confident manual gearshift skills | A wine-tasting session, the nominated driver is advised to spit the wine out | $139 per person |
Parked Vespas and scooters on a Florence street. Photo: Whythealgarve, CC0, via Wikimedia Commons
On the Vintage Fiat 500 Wine Tour the nominated driver is advised to spit the wine out, so agree in advance who drives and who tastes. The Vespa Tour with Chianti Wine and Lunch requires the original driving licence and riders 18 and over, and only third-party insurance is included, so you sign a waiver for damage caused by your own error. If you would rather everyone tastes freely, book a minibus day instead of a ride.
Never plan to ride or drive after drinking.
The Chianti Bike Tour with Wine Tasting suits fit riders aged 10 and up who can handle about 24 km on country roads, with about 2 hours on the bike inside a 6-hour day, a light lunch and tasting at a Tuscan villa. An e-bike costs extra and must be requested in advance. The Vespa Tour with Chianti Wine and Lunch suits confident scooter riders, 6 hours including bruschetta, pasta and a cheese and salami board at the country estate.
The Vintage Fiat 500 Wine Tour suits a couple who can drive a manual car, 4 hours or more with a light lunch, starting at the 500 Touring Club clubhouse in Scandicci, about 10 minutes from the centre, not in central Florence. Note the Fiat adds extra charges of $16.70 per person on top of the $139 price, depending on usage.
Chianti tours pour Chianti and Chianti Classico, and the long days add Brunello and Vino Nobile. The consortia set the rules for each label, and the table summarizes them.
The figures come from the official consortia of Chianti Classico, Brunello di Montalcino and Vino Nobile di Montepulciano. Chianti Classico climbs from Annata through Riserva to Gran Selezione, each step demanding more ageing and more Sangiovese. Brunello is the long-aged Sangiovese of Montalcino, Rosso di Montalcino its younger sibling with no minimum wood ageing.
Vino Nobile allows more blending than any of the others.
| Label | Sangiovese | Minimum ageing |
|---|---|---|
| Chianti Classico Annata | At least 80% | 12 months |
| Chianti Classico Riserva | At least 80% | 24 months, of which 3 in bottle |
| Chianti Classico Gran Selezione | At least 90%, rest indigenous red grapes | 30 months, of which 3 in bottle |
| Brunello di Montalcino | Sangiovese (called Brunello in Montalcino) | At least two years in oak plus 4 months in bottle, released after the fifth year from harvest |
| Rosso di Montalcino | Exclusively Sangiovese | No minimum wood ageing, released from 1 September of the year after harvest |
| Vino Nobile di Montepulciano | At least 70% | At least two years from 1 January after the harvest |
Large oak botti ageing Chianti Classico in a cellar in Castellina in Chianti. Photo: Rob & Lisa Meehan, CC BY 2.0, via Wikimedia Commons
Every Chianti Classico bottle carries the Gallo Nero, the Black Rooster. It was the emblem of the historic Lega del Chianti in the late 14th century and became the symbol of the consortium founded by 33 wine growers in Radda in 1924, the first wine producers' consortium in Italy. Since 2013 the Black Rooster must appear on the main label, neck label or back label of every Chianti Classico bottle.
The zone itself is older. Grand Duke Cosimo III defined the Chianti production zone in 1716, a 1932 ministerial decree let wine from that zone use the adjective Classico, and Chianti Classico received DOC status in 1967 and DOCG status in 1984.
Some tours pour wines beyond the DOCG rules. The Tuscan Wineries Tour with Lunch lists Chianti Classico, Riserva and Super Tuscans among the wines poured with lunch at its estates, which include Riseccoli and Villa Poggio Torselli. The San Gimignano and Wine Tasting Day Tour pours up to 8 wines including Chianti, Super Tuscans and Vernaccia di San Gimignano, with three olive oils and balsamic vinegar.
If you want to taste across the labels in one day, those listings do it.
Sources: Chianti Classico Consortium, Brunello di Montalcino Consortium, Vino Nobile Consortium.
The City of Florence restricts cars in its historic centre, and the rules bite visitors who hire a car for a wine day.
The City of Florence runs a Zona a Traffico Limitato around the historic centre, which the city itself calls not suitable for cars. The table below lines up the key rules from the official city portal and GOV.UK before you plan a self-drive wine day.
| Rule | What it says |
|---|---|
| ZTL hours | Monday to Friday 7:30-20:00, Saturday 7:30-16:00, off on Sundays and holidays |
| Summer night ZTL | From the first Thursday of April to the first Sunday of October, Thursday to Saturday 23:00-03:00 |
| Cameras and signs | Telematic gates read plates, and a sign shows green for access allowed and red for forbidden |
| Luggage drop-off | Allowed inside the ZTL for a maximum of 3 hours |
| Fines helpline | The city runs a multilingual line on +39 055 0353400 and the email firenze@myfines.it |
| Driving permit | GOV.UK says car hire companies may require an International Driving Permit and set a higher minimum age |
Monteriggioni from above, the walled castle town between Florence and Siena. Photo: Maurizio Moro5153, CC BY-SA 4.0, via Wikimedia Commons
Drive past a ZTL sign without a pass and you will be fined, GOV.UK warns. Passes can usually be bought from car hire companies.
On a tour, someone else drives, so everyone at the table can taste. That matters on days built around wine: the Brunello and Montepulciano Wine Day runs 10.5 hours with tastings at a family Montalcino winery and a three-course lunch in Pienza. For a self-drive flavour without the ZTL, the Vintage Fiat 500 Wine Tour starts at the 500 Touring Club clubhouse in Scandicci, about 10 minutes from the centre, and the nominated driver is advised to spit the wine out.
Autolinee Toscane extra-urban buses reach wine towns from Florence without a car. The rule to remember is two taps: tap on boarding and tap off again when you leave. Forgetting the exit tap charges the maximum fare to the end of the line.
A tour remains the simpler choice for a tasting day, since it links 2 or more wineries in one route.
A cheap headline price can hide a day without lunch or a big coach group. These tables line up what every listed price actually pays for, straight from each listing.
The figures below come from each tour's listing on GetYourGuide or Viator. Read the price against the number of wineries, what is poured and what food arrives at the table before you book, because the gaps are wide.
Note that tours priced close together differ in group size and meal. The $55 coach day and the $99 small-group day both visit 2 wineries, but the pours, the van and the group size are not the same.
| Tour | Price | Wineries | What is poured | Food |
|---|---|---|---|---|
| Small-Group Chianti Wine Tasting Tour | $99 | 2 wineries | 3 wines and olive oil at the first estate, more wines and olive oils at the second | Cheese, salami, cold cuts and bruschetta, no meal |
| Half-Day Chianti Wineries Tour | $55 | 2 wineries | 3-4 Chianti wines at the first winery, up to 3 more at the second | Bread, olive oil, balsamic vinegar, salami and cheese, lunch not included |
| Chianti Wine Safari with Lunch | $117.40 | 1 winery morning, 2 on the full day | Chianti Classico wines at a family-owned organic winery | Traditional Tuscan lunch with homemade pasta, dinner on the afternoon option |
| Tuscan Wineries Tour with Lunch | $168.20 | 3 wineries on the 9:00am lunch option, 2 on the 2:30pm dinner option | Chianti Classico, Riserva and Super Tuscans with olive oil | Light lunch or dinner with cold cuts, cheeses, bruschetta, pasta and dessert |
| San Gimignano and Wine Tasting Day Tour | $84.66 | 2 wineries | Up to 8 wines including Vernaccia, Chianti and Super Tuscans, plus olive oils and balsamic vinegar | Bruschetta snacks, lunch not included |
| Chianti Sunset Wine Tasting Tour | $143 | 2 wineries | 6 wine tastings with a cellar tour | Cheese with jam and bruschetta, a dinner option is listed |
| Val d Orcia Wine and Pecorino Day Trip | $82 | 2 wineries | Brunello di Montalcino and Vino Nobile | Pecorino tasting in Pienza, lunch not included |
| Brunello and Montepulciano Wine Day | $258.51 | 1 family winery plus a wine shop cellar | Brunello di Montalcino vintages, then a tasting in Montepulciano | Three-course lunch with wine and water in Pienza |
| Chianti Wine and Dario Cecchini Lunch Tour | $366.88 | 2 organic wineries | Around 10 wines with an explanation of terroir | Lunch at the butcher Dario Cecchini with steak, alcoholic beverages included |
| Chianti Bike Tour with Wine Tasting | $135.46 | Tasting at a Tuscan villa | Wine and extra virgin olive oil | Light lunch at the villa |
| Vespa Tour with Chianti Wine and Lunch | $73.38 | No winery visit, tasting at the operator's country estate | Typical local wine | Bruschetta, pasta and a cheese and salami board |
| Vintage Fiat 500 Wine Tour | $139 | No winery named | A wine-tasting session | Light lunch |
The platforms of Firenze Santa Maria Novella, where many winery tours and day trips start. Photo: Manuelarosi, CC BY-SA 4.0, via Wikimedia Commons
Seven tours sit you down for a real meal: the Chianti wine safari, the Tuscan wineries tour with lunch, the Brunello and Montepulciano day, the Dario Cecchini tour, the bike tour, the Vespa tour and the Fiat 500 tour with its light lunch.
Five give snacks only: the $99 small-group tasting, the $55 coach tour, the San Gimignano day, the sunset tour and the Val d'Orcia day, where lunch is not included even after 11.5 hours. Eat before you leave on any half day without a meal, because a string of tastings on an empty stomach goes fast.
Group size is the biggest difference between tours that look alike. The smallest are the Brunello day and the Dario Cecchini tour, both capped at 8 guests. The $99 small-group tasting and the $168.20 full-day tour run with up to 25.
The $55 Chianti coach and the $82 Val d'Orcia day use a coach of unstated size. The sunset tour runs in a car or a 7-8 seater minivan.
No tour here includes hotel pickup on its standard option. The sunset tour offers pickup only on its private option, and you meet every other tour in central Florence or at the operator's base. The Fiat 500 tour starts at the club clubhouse in Scandicci, about 10 minutes from the centre.
Also on top: optional tips, any bottles you buy at the wineries, and a usage-based extra charge of $16.70 per person on the Fiat 500 tour on top of its $139 price. The Dario Cecchini tour is the only non-refundable listing, so book it only when your plans are fixed.
Every stop the listings name, from the meeting points in Florence to Chianti, San Gimignano and the Val d'Orcia.
Numbers match the pins on the map.
Map data: OpenStreetMap.
Bottles bought at an estate travel well, if you follow two sets of rules: customs and airline security.
The wineries on these tours sell by the bottle or the box. On the Half-Day Chianti Wineries Tour, both estates sell wine and can ship it home for you, so a case can reach your door without ever entering a suitcase. Shipping costs are set by each estate, so ask at the counter when you taste something you like.
Autumn vines below a Tuscan hill town. Illustrative image.
US Customs and Border Protection allows one liter of alcohol in the personal exemption of a returning resident, if you are at least 21 and it is for personal use. Amounts above the duty-free liter are dutiable. Some states allow more than one liter, but CBP enforces the stricter state alcohol laws, so check your own state before you fill a box.
A wine bottle will not pass security in the cabin. TSA allows carry-on liquids only in containers of 3.4 ounces (100 milliliters) or less in one quart-sized bag. Anything larger goes in checked baggage, so wrap bottles well and pack them in your checked bag, or let the winery ship them instead.
Before you book, here are the limits that apply across most of these tours, with the concrete figures.
The Small-Group Chianti Wine Tasting Tour runs 4.5 hours from Piazzale Montelungo and has free cancellation up to 24 hours before the start. Check live dates and prices for it below, or look at one of the others.
Looking at one of the others? Half-Day Chianti Wineries Tour · Chianti Wine Safari with Lunch · Tuscan Wineries Tour with Lunch · San Gimignano and Wine Tasting Day Tour · Chianti Sunset Wine Tasting Tour · Val d Orcia Wine and Pecorino Day Trip · Brunello and Montepulciano Wine Day · Chianti Wine and Dario Cecchini Lunch Tour · Chianti Bike Tour with Wine Tasting · Vespa Tour with Chianti Wine and Lunch · Vintage Fiat 500 Wine Tour
4.9/5
★★★★★ ★★★★★
4,796 reviews on GetYourGuide for Prestige Rent Small-Group Wine Tasting Tour to Chianti from Florence
★★★★★ ★★★★★
My husband and I did this tour back in September 2026. Absolutely amazing! Most fun I had in Florence. Irene and Sergio were great, would highly recommend! Fattoria Montecchio was our favorite and we plan to order more from them in the future. 10/10!!
Cristel Guerrero · November 11, 2026
Review on GetYourGuide for Small-Group Chianti Wine Tasting Tour
★★★★★ ★★★★★
I really enjoyed the tour. The vineyards were great. I learned a lot about wine. It was a great day! If i ever come back to Florence i would do this tour again.
Lashawn · November 9, 2026
Review on GetYourGuide for Half-Day Chianti Wineries Tour
★★★★★ ★★★★★
excellent tour. Guide was exceptional. The locations were simply beautiful. Plenty of opportunities for photos. Our lunch at a restaurant was great.
Joan · November 12, 2026
Review on GetYourGuide for Chianti Sunset Wine Tasting Tour
★★★★★ ★★★★★
My husband and I had a great time! We enjoyed both wineries (the second one was incredible- the guide was fabulous!!). We loved all the towns, but especially Pienza and Montelpuciano.
Morgan · November 5, 2026
Review on GetYourGuide for Val d Orcia Wine and Pecorino Day Trip
★★★★★ ★★★★★
A great experience! Johnathan was very engaging and knowledgeable. The wineries were amazing. An overall wonderful experience!
Traci · November 9, 2026
Review on GetYourGuide for Small-Group Chianti Wine Tasting Tour
★★★★★ ★★★★★
Beatrice and Forese were wonderful. I would highly recommend them. They made the trip even more enjoyable.
Barrett · November 1, 2026
Review on GetYourGuide for Half-Day Chianti Wineries Tour
★★★★★ ★★★★★
This was absolutely the best part of our trip. Our guide, Siena was amazing and knowledgeable and hilarious. She took us to the coolest wineries. Would recommend this to everyone.
Rachel · September 16, 2026
Review on GetYourGuide for Chianti Sunset Wine Tasting Tour
★★★★★ ★★★★★
Cecelia was an amazing guide-very knowledgeable and cordial, a great day and amazing tour & guide(Cecelia)! 🥰
Sandra · November 3, 2026
Review on GetYourGuide for Val d Orcia Wine and Pecorino Day Trip
★★★★★ ★★★★★
Whole experience was perfectly organised. Alessio made sure we were entertained and educated about the history of Florence. Tasted some great chianti classico wines and admired the great landscape throught the short journey to the vineyards. Reccomend 1000%
Panagiotis · November 3, 2026
Review on GetYourGuide for Small-Group Chianti Wine Tasting Tour
Reviews, ratings and counts are the platforms' own, shown as published for each listing. They are not reviews of this site.
Three films to watch before you book a winery tour from Florence: a one-day Chianti itinerary, a wine safari day with a Tuscan lunch and a drive along the Chianti Classico wine route. Third-party videos, this site has no link to their creators.
How a single day from Florence splits between wineries, villages and lunch in Chianti.
Video: Wine Roads ItalyA guest's footage of a wine safari day out of Florence, from the vineyard ride to the Tuscan lunch table.
Video: Adriane Leal FilengaThe Chianti Classico wine road by car, with the villages and estates you pass between Florence and Siena.
Video: Local AromasFive things worth doing and five worth skipping, before you pay for a wine day from Florence.
The vines set the calendar. Pick your week by what you want to see in the cellar.
In Chianti Classico the harvest runs from the first half of September to the second half of October, depending on location and altitude, according to the Chianti Classico consortium. These are the busiest and most photogenic weeks in the cellars. Book well ahead for these weeks.
Chianti Classico is close enough to taste on a half day: the Small-Group Chianti Wine Tasting Tour covers 2 wineries in 4.5 hours for $99 per person.
Dark grapes tipped from a harvest crate during the vendemmia, the grape harvest. Photo: Anna.Massini, CC BY 4.0, via Wikimedia Commons
Spring and early summer bring green vines and long evenings, which suits the sunset format: the Chianti Sunset Wine Tasting Tour pours 6 tastings at 2 estates over 5 to 7 hours. Winter brings quieter cellars. Whatever the season, book ahead in harvest weeks when demand peaks.
If you want a warm-weather full day, the Tuscan Wineries Tour with Lunch runs 8 hours with lunch paired to Chianti Classico, Riserva and Super Tuscans.
Timing decides the day. The Tuscan Wineries Tour runs a 9:00am departure with 3 wineries and lunch, or a 2:30pm departure with 2 wineries and dinner. The sunset tour runs into the evening, with three drop-off points back in central Florence. The San Gimignano day starts at 10:00am and returns at about 5:00pm, leaving your evening free.
Pick the morning when wine is the main event of the day. Pick an afternoon or sunset slot when Florence has other plans first.
Brunello Di Montalcino Wineries: Visiting Montalcino on a Wine Tour from Florence
Visit Brunello di Montalcino wineries from Florence in 2027: cellar tastings, Montalcino town and the Val d'Orcia. Compare the day tours.
What Is Chianti Classico Riserva? A Guide for Wine Tours from Florence
Learn the Riserva ageing rules, taste profile and pairings, then pick the Chianti Classico wine tour from Florence that pours it. Plan your 2027 trip.
Chianti vs Chianti Classico: What Is the Difference on a Florence Wine Tour?
Chianti vs Chianti Classico in 2027: two DOCGs, 80% vs 70% Sangiovese, 3 ageing levels. Learn the label, then book a Chianti tasting.
Chianti Wine Region: Which Towns and Wineries a Tour from Florence Reaches
See the Chianti wine region in 2027: Greve, Radda, Gaiole and winery tastings on day tours from Florence. Compare the trips and book.
Greve in Chianti: Wine Tastings and Getting There from Florence
Greve in Chianti sits 30 km from Florence with tastings at Verrazzano, Montefioralle and more. Plan your wine day for 2027 here.
Montepulciano Wineries: How to Taste Vino Nobile Wine on a Day Trip from Florence
Plan a day at the Montepulciano wineries in 2027: free tastings, cellar visits and the day trip from Florence. Book the right tour now.
What Is Super Tuscan Wine, and Where Can You Taste It from Florence?
Super Tuscan wine myths explained, with the blends, the history and the Florence tours that pour it. Find your tasting day for 2027.
Wineries Near Florence: The Closest Wine Tastings to the City
Wineries near Florence in 2027: estates from 25 minutes out, bus and taxi routes, and half-day tours. Pick your tasting and check availability.
Independent guide to winery and wine-tasting tours from Florence, Italy. This website is not a winery, tour operator, travel agency, or seller of travel, and it is not the official website of any winery, tour operator or booking platform. We independently research and compare the tours and experiences featured here; all bookings, payments, changes, and customer service are handled by the operator or booking platform on their own website.
It depends on the day you want. For a half-day tasting, the Small-Group Chianti Wine Tasting Tour covers 2 Chianti Classico wineries in 4.5 hours for $99 per person with a 4.9 rating from 4,796 reviews. When wine is the whole point of the day, a full day with lunch such as the Tuscan Wineries Tour works better. See the tour catalog.
The nearest tastings happen in the Chianti Colli Fiorentini hills and Chianti just south of the city, which is where the half-day tours head. The Chianti Bike Tour rides about 24 km through the Colli Fiorentini to a Tuscan villa for lunch and wine. See the bike tour.
Listed prices run from $55 per person for the half-day coach to $366.88 for the Dario Cecchini lunch day. The cheaper half-days cover snacks rather than a meal, while full days with lunch run from $168.20 to $366.88. Compare what each price covers in the comparison table.
For a first taste of Chianti, yes. The half-day options visit 2 wineries in about 4.5 to 6.5 hours and still include cellar tours. Take a full day when you want lunch paired with the wines or a third estate. The rule of thumb is on half day or full day.
Some do and some do not, which changes the real cost. The Chianti Wine Safari includes a Tuscan lunch, the Brunello day includes a three-course lunch in Pienza, but the $55 half-day and the $82 Val d'Orcia day serve only snacks with the tastings. Details are in what each price covers.
No standard option includes hotel pickup. Tours meet at fixed points such as Piazzale Montelungo or Santa Maria Novella station. The only exception is the sunset tour's private option, which adds hotel pickup. Meeting points are listed on each card in the catalog.
It varies by tour. The small-group Chianti tasting and the Tuscan Wineries Tour take ages 12 and over, the bike tour takes ages 10 and up, and the safari, San Gimignano and Vespa days are 18 and over only. Age rules are stated on every tour page.
Yes, as a full day. The Val d'Orcia day runs 11.5 hours with Brunello and Vino Nobile tastings at 2 wineries plus pecorino in Pienza, while the Brunello and Montepulciano day runs 10.5 hours with a three-course lunch and up to 8 guests. Both are described on the Brunello days.
Winery Tours Florence
